---
title: 'Director, Product Design at Siro'
canonical: 'https://feeny.ai/job/director-product-design-siro-new-york-n29p5dyv25b7'
type: 'job'
last_seen: '2026-09-18'
---

# Director, Product Design at Siro

- **Company:** Siro
- **Location:** New York, NY
- **Compensation:** $250k
- **Employment:** full-time
- **Posted:** 2026-09-15
- **Last confirmed live:** 2026-09-18
- **Apply:** https://jobs.ashbyhq.com/siro/7c8dbb31-5c64-49be-84f4-8e7a1243d408

## Job description

Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field. Siro is redefining how field sales teams learn, perform, and win. We started as an AI-powered coaching platform that helped reps improve their outcomes in the field. Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners. Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use. Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber. We’re building the future of human-AI collaboration in sales — and we’re just getting started. Why join us? We're hiring a Director of Product Design to own design at Siro end to end. This is a hands-on leadership role where you’ll partner with our Product, Engineering, and GTM leaders to reinvent how thousands of in-person sales teams work.

## What You’ll Do

- Own the product craft and quality— consistency, polish, and delight.
- Build the design system, patterns, and principles that scale as we grow.
- Design the mobile and web app surfaces and AI interactions.
- Go from idea to working prototype in hours with AI tooling, and pull the team into that loop.
- Plan and execute user research, including in-person customer visits and ride-alongs.
- Represent the voice of the customer in internal debates.
- Partner with senior leadership and our founder/CEO to frame problems, influence the roadmap, and set product direction.
- Raise the taste of the PMs and engineers making design decisions without you.

## About you

- 8+ years designing product with quantifiable success.
- Exceptional interaction and visual craft. You can say why something feels off and what would fix it without hiding behind vibes.
- AI-native. You prototype with modern AI tools daily and are fluent enough with code to make things real.
- A systems thinker who still sweats the 4px decision.
- Customer-obsessed. You'd take a day in the field over a day in a planning doc, and you make it happen without being asked.
- Credible with senior leaders. You influence strategy on the strength of your reasoning and research, and you challenge a founder or an engineering lead without turning design into theater.
- Still designing by choice— Experience mentoring or leading designers is welcome, but we're hiring for craft, judgment, and influence — not headcount.
- Energized by ambiguity, tough problems, and high expectations.

## Why Siro

- You'll define what Design means at Siro — the standard, the systems, and scope of influence.
- Define the product language for a category still being invented. In-person sales is the biggest slice of selling and the most underserved by software.
- Work on a genuinely hard problem: messy spoken conversation, fragmented business systems, field execution, and AI agents in one product.
- Build for users who love it. Reps rely on it, sales leaders evangelize it, and you'll hear their gratitude in person.
- Operate on a small, senior team at a high-growth Series B company with real product-market fit and direct access to the Founder CEO.

At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

## About Siro

## Company Overview
- **One-liner**: Siro builds an AI-powered platform that records, transcribes, and analyzes in-person sales conversations to provide coaching, automate admin work, and surface strategic insights for field sales teams.
- **Entity Type**: Private (Series B)
- **Headquarters**: New York, New York, United States
- **Founded**: 2020
- **Founders**: Jake Cronin

## Core Business
- **Industry**: Sales Intelligence / AI-powered Conversation Intelligence
- **Target Customers**: B2B – field sales teams in home improvement, retail, distribution, hospitality, and automotive sectors
- **Mission**: “To make in-person sales the most empowered, data-driven, and coachable aspect of any business” and “rewire the trillion-dollar world of in-person sales by turning every customer conversation into winning insights.”

## Products & Services
- **Siro Platform**: An intelligent sales companion (often described as “Iron Man’s Jarvis for sales”) that captures and analyzes in-person conversations via mobile/audio, integrates deeply with Salesforce, automates CRM workflows, and provides real-time coaching, performance dashboards, and trend analysis. Type: AI SaaS with mobile and web applications.

## Market Standing
- **Total Funding**: $75M (according to the company’s about page) or $68M (per LinkedIn funding history – conflicting reports)  
- **Key Metric**: $50M Series B led by SignalFire (June 2025)  
- **Notable Investors**: Index Ventures, CRV, SignalFire, Fika Ventures, 01A, Stepstone  
- **Growth Signals**:  
  - Headcount grew 107.5% YoY (86 employees as of mid-2026)  
  - Trusted by ServiceTitan’s Field Pro and leading home-improvement, retail, and automotive brands  
  - Expanding into new verticals (automotive, hospitality) with dedicated GMs (e.g., Grant Shisler – GM Automotive)

## Competitive Advantages
- **In-Person Focus**: Unlike most conversation intelligence tools that only capture virtual meetings, Siro solves for the large, untapped market of in-person field sales conversations.
- **AI Infrastructure for Unstructured Data**: Builds proprietary pipelines to decode industry-specific conversation data that is not recorded anywhere else.
- **Deep Integrations**: Seamless connection with Salesforce and other enterprise tools to automate workflows and provide actionable insights in real time.
- **Lean, Experienced Team**: Core team includes alumni from Meta, McKinsey, Doordash, and Uber, enabling fast execution.

## Strategic Focus
- **Product Vision**: Evolve from a coaching platform into an “intelligent companion” that automates reps’ admin work, gives managers real-time visibility, and helps executives anticipate trends.
- **Vertical Expansion**: Targeting new industries beyond home improvement, such as automotive and hospitality, with dedicated product and go-to-market teams.
- **Engineering Investment**: Hiring heavily in backend, full-stack, mobile, and AI/ML roles to scale the platform.

## Why Work Here
- **Hybrid Policy**: Employees work from the NYC Flatiron office three days a week (Tuesday–Thursday), with WFH on Mondays and Fridays.
- **Benefits**: 100% medical coverage, 75% dental and vision, 401k, unlimited PTO (genuinely encouraged), paid parental leave, gym/wellness stipend, paid lunch on in-office days, and memberships covered.
- **Culture**: Described as fast-paced, impact-driven, collaborative (“We before Me”), with a focus on ownership and raising the bar. Egos are discouraged; the best ideas come from anywhere.
- **Compensation**: Real equity (meaningful stake) and competitive pay.
- **Rating**: 4.6/5 on Built In (27 reviews) – Culture 4.8, Compensation 4.5, Career 4.5.
- **Tech Stack**: TypeScript, Node.js, React, React Native, Swift, Redux, BigQuery, Google Cloud, Natural Language Processing.

## Sources
1. [siro.ai](https://www.siro.ai/careers)
2. [siro.ai](https://www.siro.ai/about)
3. [linkedin.com](https://www.linkedin.com/company/siro-ai)
4. [builtin.com](https://builtin.com/company/siro)
5. [pitchbook.com](https://pitchbook.com/profiles/company/467099-38)

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